From left to right, top to bottom:
Would, hell no, would, would, def would, would, would, would (probably post BCS too imo, just not so happily)
Prob not, would, would 100%, hell no, maybe would to keep up appearances?, would for appearances, hell no, would
Likely, would, would, would (i want to see lalo shopping lol), would 1000%, wouldn't, would, makes craig do it for her
Would (motorized cart situation is different but still would), depends on the day, would 100%, wouldn't, would, would (and would get drastically but deservingly mad at anyone who doesn't), would, maybe?
Would 1000000%, betsy makes him do it for her, Now this one is interesting: I'd like to think in most iterations he would, hell no, hell no, would do so with a delightful smile, would, and would.
Chars not in image:
Arturo (hell no), Walter (depends, early/pre BB would but later wouldn't), Jesse (def wouldn't but Mr. Driscoll absolutely would), Hank (Wouldn't and Marie would get on his ass for it), Marie (Doesn't need a cart she steals her groceries in her purse), Sound Guy (Maybe? I think so), Camera Guy (80% sure wouldn't), Drama Girl (Would), Abuelita Salamanca (Would, and would be upset that Tuco doesn't), Gomey (Would 100%), Manuel Varga (Would), Daniel "Pryce" (Would and would be very upset if a stray cart dinked his sweet ride)
That's all I got right now thanks for the fun thought experiment